4.8 Article

One-Step Borylation of 1,3-Diaryloxybenzenes Towards Efficient Materials for Organic Light-Emitting Diodes

Journal

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 54, Issue 46, Pages 13581-13585

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201506335

Keywords

aromaticity; borylation; helicene; light-emitting diodes; phosphorescence

Funding

  1. Precursory Research for Embryonic Science and Technology (PRESTO) from Japan Science and Technology Agency (JST)
  2. Ministry of Education, Culture, Sports, Science & Technology in Japan (MEXT) [15H01004, 26288095]
  3. Grants-in-Aid for Scientific Research [26288095, 15H01004] Funding Source: KAKEN

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The development of a one-step borylation of 1,3-diaryloxybenzenes, yielding novel boron-containing polycyclic aromatic compounds, is reported. The resulting boron-containing compounds possess high singlet-triplet excitation energies as a result of localized frontier molecular orbitals induced by boron and oxygen. Using these compounds as a host material, we successfully prepared phosphorescent organic light-emitting diodes exhibiting high efficiency and adequate lifetimes. Moreover, using the present one-step borylation, we succeeded in the synthesis of an efficient, thermally activated delayed fluorescence emitter and boron-fused benzo[6]helicene.

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